Ethyl 4-bromo-5-(3-chloro-4-fluorophenyl)furan-2-carboxylate → Ethyl 5-(3-chloro-4-fluorophenyl)-4-(3-chloro-5-fluorophenyl)furan-2-carboxylate

HRID 2190118Notes

Reaction equation

HRID 2190118 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4](C2C=C(C(OCC)=O)OC=2C2C=CC=C(C#N)C=2)[CH:5]=[C:6]([F:8])[CH:7]=1.Br[C:28]1[CH:29]=[C:30]([C:41]([O:43][CH2:44][CH3:45])=[O:42])[O:31][C:32]=1[C:33]1[CH:38]=[CH:37][C:36]([F:39])=[C:35]([Cl:40])[CH:34]=1>>[Cl:40][C:35]1[CH:34]=[C:33]([C:32]2[O:31][C:30]([C:41]([O:43][CH2:44][CH3:45])=[O:42])=[CH:29][C:28]=2[C:4]2[CH:5]=[C:6]([F:8])[CH:7]=[C:2]([Cl:1])[CH:3]=2)[CH:38]=[CH:37][C:36]=1[F:39]

Participants

3

Reactant 2

HCID 58064794Ethyl 4-bromo-5-(3-chloro-4-fluorophenyl)furan-2-carboxylateHCID 58064795Ethyl 4-(3-chloro-5-fluorophenyl)-5-(3-cyanophenyl)furan-2-carboxylate

Product 1

HCID 58064790Ethyl 5-(3-chloro-4-fluorophenyl)-4-(3-chloro-5-fluorophenyl)furan-2-carboxylate

Procedure

The preparation of the title compound takes place in analogy to the synthesis of the compound from Example 11A starting with the compound from Example 6A. Purification is carried out using the mobile phase: cyclohexane/ethyl acetate (50:1). 1.07 g (63% of theory) of the title compound with a purity of 81% are obtained.

Workup

  1. customPurification

Sources & evidence

ORD record
ord-0d7189686283479f9b9202a8373168ee
Source dataset
uspto-grants-2012_12
Patent number
US08324268B2

Reaction notes

Loading…